The major product of the reaction shown below | vedclass

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(A) The reaction of an aliphatic primary amine with nitrous acid $(HNO_2)$ produces a diazonium salt,which is highly unstable and decomposes to form a

Vedclass · Accepted Answer

$2-$hydroxy$-4-$phenylbutanoic acid

Vedclass · Answer

(A) The reaction of an aliphatic primary amine with nitrous acid $(HNO_2)$ produces a diazonium salt,which is highly unstable and decomposes to form a carbocation.In this case,the starting material is $Ph-CH_2-CH_2-CH(NH_2)-COOH$.Upon treatment with $HNO_2$,the $-NH_2$ group is replaced by a diazonium group $(-N_2^+)$,which leaves as $N_2$ gas,generating a carbocation at the $\alpha$-position relative to the $-COOH$ group.This carbocation is then attacked by water (the nucleophile) to form the corresponding $\alpha$-hydroxy acid.The configuration at the chiral center is generally retained or undergoes partial inversion depending on the mechanism,but the primary product is the $\alpha$-hydroxy acid,which is $2$-hydroxy-$4$-phenylbutanoic acid.

The major product of the reaction shown below is:

Similar Questions

$A$ compound of molecular weight $180$ is acetylated to give a compound of molecular weight $390$. The number of amino groups in the initial compound is:

Which of the following compounds reacts with aqueous nitrous acid at low temperature to give an oily substance,$N$-nitrosoamine?

In the reaction sequence: $C_6H_5NH_2$ $\xrightarrow{CHCl_3/KOH, \Delta} (X)$ $\xrightarrow{LiAlH_4/H_2O} (Y)$,the product $(Y)$ is:

Nitration of aniline also gives $m$-nitroaniline in a strong acidic medium because:

If aniline is treated with a $1:1$ mixture of conc. $HNO_{3}$ and conc. $H_{2}SO_{4}$,$p$-nitroaniline and $m$-nitroaniline are formed in nearly equal amounts. This is due to:

Vedclass Test Series

Exam Paper Generator

Online Exam Module